However, it wasn't just Hillary who faced scrutiny for speeches. Former president Bill Clinton ultimately canceled a speech for Morgan Stanley after campaign manager Robby Mook insisted it would be "a mistake," according to the emails.

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"But it's a very consequential unforced error and could plague us in stories for months. People would (rightfully) ask how we let it happen."

—Leaked email from Robby Mook

Emails show Clinton aide Huma Abedin said Hillary did not want the speech canceled, but it ultimately was.

Other leaked emails dating back to August 2015 show the cLinton staff revising a planned statement on Clinton's use of a private email server, expecting Clinton opponents to respond by calling her "misleading, devious, non-transparent, tricky etc." They also went back and forth on whether or not to mention former Secretary of State Colin Powell's use of private emails.

The foundation has been repeatedly accused of favoring wealthy donors. At one point, representatives from Qatar were reportedly trying to give Bill a $1 million birthday present, according to the leaked emails. It's not clear if he ever received it.

The charity was apparently a stressful operation during Hillary's tenure as Secretary of State, with the chief operating officer reportedly threatening to commit suicide over the stress.

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Celebrities

The campaign sought options for celebrity endorsements "somewhere between a high school band and Lady Gaga," ranging from Larry David to Meryl Streep to Morgan Freeman.